S-tert-Butyl-D-cysteine hydrochloride
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S-tert-Butyl-D-cysteine hydrochloride

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Category
D-Amino Acids
Catalog number
BAT-003569
CAS number
200353-65-7
Molecular Formula
C7H15NO2S·HCl
Molecular Weight
213.70
S-tert-Butyl-D-cysteine hydrochloride
IUPAC Name
(2S)-2-amino-3-tert-butylsulfanylpropanoic acid;hydrochloride
Synonyms
D-Cys(tBu)-OH HCl; (S)-2-Amino-3-(Tert-Butylthio)Propanoic Acid Hydrochloride
Appearance
White to off-white powder
Purity
≥ 98% (HPLC)
Melting Point
208-212 °C
Storage
Store at 2-8°C
InChI
InChI=1S/C7H15NO2S.ClH/c1-7(2,3)11-4-5(8)6(9)10;/h5H,4,8H2,1-3H3,(H,9,10);1H/t5-;/m1./s1
InChI Key
MHBMYFJKEBCMDR-NUBCRITNSA-N
Canonical SMILES
CC(C)(C)SCC(C(=O)O)N.Cl
1. 1-Haloacylpiperazines
S Groszkowski, J Sienkiewicz, L Korzycka Pol J Pharmacol Pharm. 1975 Apr-Jun;27(2):183-6.
By direct acylation of piperazine with halogenocarboxylic acid chlorides in acid medium, the hydrochlorides of 1-haloacylpiperazines were obtained.
2. Metal-free and regiospecific synthesis of 3-arylindoles
Chuangchuang Xu, Wenlai Xie, Jiaxi Xu Org Biomol Chem. 2020 Apr 8;18(14):2661-2671. doi: 10.1039/d0ob00317d.
A convenient, metal-free, and organic acid-base promoted synthetic method to prepare 3-arylindoles from 3-aryloxirane-2-carbonitriles and arylhydrazine hydrochlorides has been developed. In the reaction, the organic acid catalyzes a tandem nucleophilic ring-opening reaction of aryloxiranecarbonitriles and arylhydrazine hydrochlorides and Fischer indolization. The organic base triethylamine plays a crucial role in the final elimination step in the Fischer indole synthesis, affording 3-arylindoles regiospecifically. The reaction features advantages of microwave acceleration, non-metal participation, short reaction time, organic acid-base co-catalysis, and broad substrate scope.
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